8-(4-fluorophenyl)-10,11-dihydro-9H-cyclopenta[a][4,7]phenanthroline | 1131626-39-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 8-(4-fluorophenyl)-10,11-dihydro-9H-cyclopenta[a][4,7]phenanthroline
• 英文别名: 8-(4-Fluorophenyl)-10,11-dihydro-9h-cyclo-penta[a][4,7]phenanthroline
• CAS: 1131626-39-5
• 化学式: C₂₁H₁₅FN₂
• 分子量: 314.362
• InChiKey: NYJPZQOQYABLHM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  25.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  8-(4-fluorophenyl)-8,9,10,11-tetrahydro-7H-cyclopenta[a][4,7]phenanthroline 在 盐酸 作用下， 以 水 、 正丁醇 为溶剂， 反应 3.0h， 以69%的产率得到8-(4-fluorophenyl)-10,11-dihydro-9H-cyclopenta[a][4,7]phenanthroline
  参考文献：
  名称：

  Condensation of fluorine-substituted benzaldehydes with amines and cyclic ketones

  摘要：

  Condensation of fluorine-containing benzaldehydes with naphthalen-2-amine or quinolin-6-amine and cyclic ketones (cyclopentanone, cyclohexanone, and 4-methylcyclohexanone) gave new fluorine-containing derivatives of cyclopenta[c]benzo[f]quinoline, benzo[a]phenanthridine, and cyclopenta[a]- and benzo[a]-[4,7]phenanthroline. Intermediate products, 2-[(fluorophenyl)(2-naphthylamino or quinolin-6-ylamino)methylidene] cyclohexanones, dihydrobenzo[f]quinolines, and dihydro-4,7-phenanthrolines, were isolated.

  DOI：

  10.1134/s1070428008060080

文献信息

• An efficient synthesis of 8-aryl-9H-cyclopenta[a][4,7]phenanthroline derivatives catalyzed by iodine
  作者：Ming-Yue Yin、Mei-Mei Zhang、Wei Wang、Yu-Ling Li、Xiang-Shan Wang

  DOI：10.3998/ark.5550190.0012.b05

  日期：——

  A series of 10,11-dihydro-8-aryl-9H-cyclopenta[a][4,7]phenanthroline derivatives was prepared by a three-component reaction of aromatic aldehyde, quinolin-6-amine and cyclopentanone using iodine as catalyst. The structure of 4e is confirmed by X-ray diffraction analysis, and the crystal structure is discussed in detail. Compared to the previous method, this iodine-catalyzed procedure has the advantages

  以碘为催化剂，通过芳香醛、喹啉-6-胺和环戊酮的三组分反应制备了一系列10,11-二氢-8-芳基-9H-环戊二烯[a][4,7]菲咯啉衍生物。4e的结构通过X射线衍射分析证实，并详细讨论了晶体结构。与以前的方法相比，这种碘催化的方法具有反应条件温和、收率好和操作简单的优点。